Boo! Me again! Sliding back into your inbox with Night Two of Promptober, the second night of treats (and tricks!), in the form of: email prompts!

 

Yeah, I said it, promptS. with an s. plural prompts. 😉

But before we get into that, how'd Night One go? Did you try it? How were your results? Let me knowwwwwww! 😘

Ok, for Night Two I've got FIVE prompts that are meant to help streamline repetitive emails you might send often (or hopefully not often, depending which one we're talking about ☠️ )

 

I gave you a couple different scenarios to play with. And we've got examples this time, yay! 

 

1. Follow-Up Email (After Initial Contact)
 

Craft a follow-up email to [specific person or brand] after I’ve already reached out once about [topic or project]. The tone should be polite, friendly, and [a little playful], and make sure it sounds like my brand’s voice, which is [dark, unfiltered, razor-sharp]. Gently remind them about [the proposal, opportunity, etc.] I mentioned earlier and emphasize why it’s going to be super beneficial for them.
 

Include:

Use phrases that reflect my brand’s personality, like [‘no-bs,’ ‘let's resurrect your dead brand,’ or ‘I’m dying to get started on this with you!’].

Focusing on clarity, benefits, urgency, and using a strong subject line that will make them NEED to open. 
 

Finish with a strong call-to-action to [book a call, reply to the email, or visit my scheduling page], and remind them how much better their life will be after working together.

 

Write a check-in email to send to a client, [client's name, business name] after completing [specific project or service]. The tone should be [friendly, casual, professional, etc.] to match my brand’s vibe, which is [describe your brand’s style: approachable, supportive, luxurious, etc.]. Ask for feedback on how [project name] went, and let them know I’d love to work with them again on future projects. Include a mention of [special offer, discount for future work, etc.], and make sure to sound genuine and thankful for their trust in me. Use my brand’s signature phrases like [insert phrases].

 

Write a thank you email to send to [audience: attendees, customers, etc.] after they’ve [attended an event, purchased a product, etc.].

The tone should be [sincere, enthusiastic, grateful, etc.] while keeping in line with my brand’s voice, which is [describe brand voice: bouncy, humorous, irreverent, etc.]. 

Be sure to express genuine gratitude, mention how their support means a lot to me, and include a special perk like [discount, bonus, etc.].

Encourage them to stay connected and use phrases like [insert your brand phrases, words or emojis] that reflect my usual style.

 

Write a friendly but professional email to reach out to [name or company] to propose a collaboration.

My brand tone is [describe tone: casual, approachable, bold, etc.], and I want the message to feel [describe vibe: authentic, enthusiastic, etc.].

Mention that I’ve been following their work and highlight [specific aspect of their work you admire]. The collaboration idea is [describe the idea].

Be sure to ask how we can discuss further, and make the email feel super personal, not like a mass pitch. Include the phrase [insert your brand’s go-to phrases or words].”

5. Apology Email (For a Mistake)
 

Write a sincere apology email to my audience [describe your audience: customers, subscribers, etc.] letting them know [the mistake: missed deadline, incorrect info, etc.] occurred.

The tone should be [apologetic but still on-brand: lighthearted, serious, professional, etc.], and it should reflect my brand’s voice, which is [describe your brand: warm, honest, humorous, etc.].

Be transparent about what went wrong, take responsibility, and let them know how we’re fixing it. End with a thank you for their understanding and offer [a discount, bonus, or freebie] as a goodwill gesture. Use phrases like [your brand-specific phrases or words] to keep it true to my voice.

🤖 The more details and context you give the better, these things thrive on knowing what's up. If it knows all the ins and outs of the discount or bonus or mixup from the jump, it'll be able to get you to a final version faster. Think about all the things people might want or need to know, include it!

 

🤖 Reminder you can literally just open the ChatGPT app on your iPhone and just say the prompt with the dictate feature in your keyboard or just use the new Advanced Voice mode (unless you haven't upgraded yet, hasn't rolled out for to free plans yet) and say what you need in less than 30 seconds.

🤖 You can always just hit regenerate right below the output if you don't like what it gives you, and get a whole new response that may be way better. You can re-generate in the same model you just used, or try another model for different, different results. 👇🏼
 

Cher's Apology Prompt:

"Write a super cute apology email to my audience of [fashion lovers and style enthusiasts] because, like, I totally spaced and made a mistake with [a missed wardrobe recommendation and like, the wrong product in their virtual closet]. The tone should be [apologetic, but, like, still cute, obvi]. I want the email to reflect my vibe, which is [fun, light, and always positive, because I’m totally a glass-half-full kind of girl]. Be transparent about what went wrong and take responsibility for [the mistake, like, oops, I meant to link the plaid, not polka dots!]. Let them know how I’m fixing it [I'm apologizing and offering free outfit suggestion, duh!], and offer them [a discount on their next virtual styling session]. Use phrases like [‘Totally my bad!’ and ‘I’m so embarrassed—can we, like, forget this ever happened?’] to stay true to my voice."

Cher's Output:

Subject: Oops! Totally My Bad, Fashionistas 💖
 

Hey, Gorgeous!
 

Okay, so, I’m totally embarrassed right now (can we, like, forget this ever happened?). I completely spaced and made a little oopsie with the latest wardrobe recommendation.

 

I know some of you opened up your virtual closets and were like, “Wait, polka dots?!” when I meant to suggest plaid. 🤦‍♀️
 

Totally my bad! I take full responsibility for the mix-up. 

 

Trust me, I’m over here cringing in cute shoes. 😅
 

But no worries! To make it up to you fabulous fashion lovers, I’m sending over a brand new, hand-picked outfit suggestion that’s 100% on point this time.

Plus, because you deserve only the best, I’m giving you a discount on your next virtual styling session— because I love ya! 💖✨
 

I’m so sorry for the mix-up, and I promise I’ll be extra careful from now on. Your style game deserves nothing less than perfection! 🙌
 

Thanks for being the best, and I hope you can forgive this little fashion faux pas. Let’s get back to slaying the style game together, okay?
 

XOXO,
Cher Horowitz
Your virtual stylist with a forever-glass-half-full vibe 🍸✨

Wednesday's Prompt: (she's a brand designer now btw, working with spooky, dark and creepy brands)

Write a friendly but slightly eerie email to reach out to ‘Wicked Events Co. to propose a Halloween-themed collaboration. My brand voice is creepy yet fun, and I want the message to feel enthusiastic, a little dark and use deadpan humor. Mention that I’ve been following their work and highlight their epic haunted house setups and spine-chilling event decor. The collaboration idea is a spooky branding kit that we can offer together to their clients who need eerie event materials. Be sure to ask for a call or meeting to discuss further, and make the email feel personal and a bit otherworldly. Include the phrase ‘Let’s conjure something wicked together’ to make it feel on-brand.”

Wednesday's Output: Claude 3.5 Sonnet

Subject: A Devilishly Good Proposal for Wicked Events 🦇💀

 

Dear [Wicked Events Co. Contact],
 

I hope this email finds you in good spirits... or at least surrounded by them.
 

I've been lurking in the shadows, watching your work with an admiration that borders on obsession (don't worry, the restraining order isn't necessary... yet).

Your haunted house setups? They've given me nightmares - and I mean that as the highest compliment. As for your spine-chilling event decor, well, let's just say it's to die for.

 

But enough grave-digging into your past achievements. I'm writing because I have a proposition that might just make your cold, dead heart skip a beat.

 

Picture this: a spooky branding kit, co-created by your nightmarish genius and my macabre design skills. We could offer it to your clients who are dying (sometimes literally) for eerie event materials. It's a match made in... well, somewhere significantly warmer than heaven.

 

I know what you're thinking: "Who is this strange creature, and why should I care?" Fair question. I'm [Your Name], a brand designer specializing in the dark and creepy. Think of me as the Igor to your Dr. Frankenstein - together, we could create a monster... of a collaboration.

 

What do you say we schedule a little tête-à-tête? I promise I won't bite (unless you're into that sort of thing). We could meet at the witching hour, or you know, whenever works for your calendar.

 

Let's conjure something wicked together. After all, two twisted minds are better than one.

 

Eagerly awaiting your response from the shadows,

 

Wednesday Addams
 

P.S. If you hear mysterious whispers or see shadowy figures after reading this email, don't be alarmed. It's just my enthusiasm manifesting physically. Totally normal.

Wednesday's Output: GPT-4o

Subject: Shall We Stir Up Some Wicked Fun?

 

Hello Wicked Events Co.,
 

I’ve been keeping an eye on your work (don’t worry, nothing too sinister) and I’m beyond impressed with your haunted house setups and terrifyingly good decor. It’s the kind of stuff that makes me shiver with delight.
 

I have a devilishly good idea for a collaboration. My brand specializes in eerie event branding, and I’d love to create a spooky branding kit to pair with your thrilling setups. Think haunted invitations, gory signage, and eerie materials that will have your clients screaming—in a good way.
 

If this sounds like a match made in the underworld, let’s connect for a quick chat to plot our course.
 

Let’s conjure something wicked together. I can already feel the dark magic brewing.
 

Awaiting your reply with a grin from the grave,

Wednesday Addams
Founder, Graveyard Shift Studios
(Specializing in creepy, unforgettable branding)

I hopeeee seeing the prompts filled out as someone else would, was helpful! Let me know who else I should feature in some of the upcoming Promptober nights. Miranda Priestly? Casper the friendly ghost? Issa Dee? 

I'm outta here, need to go eat some candy to make me feel better about the fact I'm not going on vacation tomorrow anymore 😭😭😭

I hope these prompts get you some scary good results! I'd love to hear how close they get you to being able to send a final email. There's a lil challange in the PS, do it! 

 

And if they are working for ya and you're up to it, don't forget to share about Promptober over on IG, or ya know, wherever you talk to people! 😉

I'll leave you with this takeaway, details and context, details and context! 

Prompts, Pumpkins & Parameters,

P.S. Let's play beat the clock! Set a timer for 5 minutes, tackle today’s prompt, and then reply with your result—no matter how messy it is! Let’s see who can pull off some creative magic in record time. ⏱️🔥

 

PPS: Time’s ticking. ⏳ Do the challenge, reply with your results…or don’t. But just know, I’ll be here, lurking in your inbox… waiting… watching, wondering why you aren't trying something that could take 5 minutes…